Hydrochloric Acid → 1-(5-Phenyl-4,5-dihydroisoxazol-3-ylmethyl)-4-(4-chlorophenyl)-4-hydroxypiperidine hydrochloride

HRID 434519ノート

反応式

HRID 434519 の反応式
[Cl:1][CH2:2][C:3]1[CH2:7][CH:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:5][N:4]=1.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2([OH:27])[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+].Cl>C(OC(C)C)(C)C.C(O)C>[ClH:1].[C:8]1([CH:6]2[O:5][N:4]=[C:3]([CH2:2][N:24]3[CH2:23][CH2:22][C:21]([C:18]4[CH:19]=[CH:20][C:15]([Cl:14])=[CH:16][CH:17]=4)([OH:27])[CH2:26][CH2:25]3)[CH2:7]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 382824-(4-Chlorophenyl)-4-hydroxypiperidineHCID 114582493-(Chloromethyl)-5-phenyl-4,5-dihydro-1,2-oxazole

生成物 1

HCID 204928221-(5-Phenyl-4,5-dihydroisoxazol-3-ylmethyl)-4-(4-chlorophenyl)-4-hydroxypiperidine hydrochloride

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 7914Diisopropyl Ether溶媒

実験手順

3-Chloromethyl-5-phenyl-4,5-dihydroisoxazole (5.87 g), 6.3 g of 4-(4-chlorophenyl)-4-hydroxypiperidine, 4 g of potassium carbonate and 50 ml of ethanol are heated to 60°-70° C. with stirring for 6 hours. The reaction mixture is filtered and the filtrate is condensed by distillation under reduced pressure. To the residue are added 200 ml of ethyl acetate and 100 ml of water. The organic layer is separated off, washed with water, dried on magnesium sulfate and evaporated under reduced pressure. The residue thus obtained is dissolved in isopropyl ether and alcoholic hydrochloric acid is added to the solution. The crystals thus formed are filtered and then recrystallized from isopropyl alcohol, giving 1-(5-phenyl-4,5-dihydroisoxazol-3-ylmethyl)-4-(4-chlorophenyl)-4-hydroxypiperidine hydrochloride. Melting point: 175°-176° C. (decomposition)

後処理

  1. filtrationThe reaction mixture is filtered
  2. customcondensed
  3. distillationby distillation under reduced pressure
  4. additionTo the residue are added 200 ml of ethyl acetate and 100 ml of water
  5. customThe organic layer is separated off
  6. washwashed with water
  7. customdried on magnesium sulfate
  8. customevaporated under reduced pressure
  9. customThe residue thus obtained
  10. customThe crystals thus formed
  11. filtrationare filtered
  12. customrecrystallized from isopropyl alcohol

出典と根拠

ORDレコード
ord-8899a4c4c5234056a750af5002a1a8a4
出典データセット
uspto-grants-1983_08
特許番号
US04397853

反応ノート

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